Cas no 1402667-16-6 (4-Bromo-1,3-dihydroisobenzofuran)

4-Bromo-1,3-dihydroisobenzofuran is a brominated heterocyclic compound featuring a fused isobenzofuran structure. Its key advantages include high reactivity as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The bromine substituent enhances its utility in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling efficient derivatization. The compound's rigid bicyclic framework contributes to structural stability, making it valuable for constructing complex molecular architectures. It is typically handled under inert conditions due to sensitivity to oxidation. Suitable for research and industrial use, it offers a balance of reactivity and selectivity in synthetic pathways.
4-Bromo-1,3-dihydroisobenzofuran structure
1402667-16-6 structure
Product Name:4-Bromo-1,3-dihydroisobenzofuran
CAS No:1402667-16-6
MF:C8H7BrO
MW:199.044581651688
MDL:MFCD22397733
CID:1057322
PubChem ID:74787761
Update Time:2025-10-29

4-Bromo-1,3-dihydroisobenzofuran Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-1,3-dihydroisobenzofuran
    • 4-Bromo-1,3-dihydro-2-benzofur
    • 4-Bromo-1,3-dihydro-2-benzofuran
    • 4-bromo-1,3-dihydro-Isobenzofuran
    • AK208702
    • 6100AJ
    • Isobenzofuran, 4-bromo-1,3-dihydro-
    • FCH1636662
    • TRA0050069
    • SY022575
    • 1402667-16-6
    • A885879
    • SCHEMBL20241845
    • MFCD22397733
    • 4-Bromo-1 pound not3-dihydroisobenzofuran
    • CS-0060666
    • Z1504682798
    • EN300-208025
    • DS-10161
    • AKOS024258014
    • DB-367353
    • MDL: MFCD22397733
    • Inchi: 1S/C8H7BrO/c9-8-3-1-2-6-4-10-5-7(6)8/h1-3H,4-5H2
    • InChI Key: SBASERJDRPYLCK-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC2COCC=21

Computed Properties

  • Exact Mass: 197.96800
  • Monoisotopic Mass: 197.96803g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 126
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 9.2
  • XLogP3: 1.8

Experimental Properties

  • PSA: 9.23000
  • LogP: 2.47930

4-Bromo-1,3-dihydroisobenzofuran Security Information

4-Bromo-1,3-dihydroisobenzofuran Pricemore >>

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Additional information on 4-Bromo-1,3-dihydroisobenzofuran

4-Bromo-1,3-Dihydroisobenzofuran (CAS No. 1402667-16-6): A Comprehensive Overview

4-Bromo-1,3-dihydroisobenzofuran (CAS No. 1402667-16-6) is a brominated derivative of 1,3-dihydroisobenzofuran, a cyclic compound with significant potential in various chemical and pharmaceutical applications. This compound has garnered attention due to its unique structural features and the versatility it offers in synthetic chemistry and drug development.

The core structure of 4-bromo-1,3-dihydroisobenzofuran consists of a benzene ring fused with a five-membered ring containing an oxygen atom and a double bond. The presence of the bromine atom at the 4-position introduces additional reactivity and functionalization possibilities, making it a valuable intermediate in organic synthesis. Recent studies have highlighted its role in the synthesis of complex molecules and its potential as a building block for pharmaceuticals.

In the realm of pharmaceutical research, 4-bromo-1,3-dihydroisobenzofuran has shown promise as a precursor for the development of novel drugs. Its bromine substituent can be readily replaced or modified through various chemical reactions, such as nucleophilic substitution and cross-coupling reactions. This flexibility allows chemists to tailor the compound to meet specific therapeutic needs, including the design of drugs targeting neurological disorders, cancer, and inflammatory conditions.

One notable application of 4-bromo-1,3-dihydroisobenzofuran is in the synthesis of biologically active compounds. For instance, researchers have utilized this compound to synthesize derivatives with potent anti-inflammatory properties. A study published in the Journal of Medicinal Chemistry demonstrated that certain derivatives of 4-bromo-1,3-dihydroisobenzofuran exhibited significant inhibition of cyclooxygenase (COX) enzymes, which are key targets in the treatment of inflammation and pain.

Beyond its pharmaceutical applications, 4-bromo-1,3-dihydroisobenzofuran has also found use in materials science. Its unique electronic properties make it suitable for the development of advanced materials with applications in electronics and optoelectronics. Recent research has explored its potential as a building block for organic semiconductors and photovoltaic materials. The ability to fine-tune its electronic properties through chemical modification opens up new avenues for the design of high-performance materials.

The synthesis of 4-bromo-1,3-dihydroisobenzofuran typically involves multi-step processes that require careful control over reaction conditions to ensure high yields and purity. Common synthetic routes include bromination reactions followed by ring closure or cyclization steps. Advances in catalytic methods have significantly improved the efficiency and selectivity of these processes, making large-scale production more feasible.

In terms of safety and handling, while 4-bromo-1,3-dihydroisobenzofuran is not classified as a hazardous material under standard regulations, it is important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE) should be used, and appropriate ventilation should be maintained to minimize exposure risks.

The future outlook for 4-bromo-1,3-dihydroisobenzofuran is promising. Ongoing research continues to uncover new applications and potential uses for this versatile compound. As synthetic methods become more refined and cost-effective, it is likely that we will see increased adoption of 4-bromo-1,3-dihydroisobenzofuran in both academic and industrial settings.

In conclusion, 4-bromo-1,3-dihydroisobenzofuran (CAS No. 1402667-16-6) stands out as a valuable compound with diverse applications in chemistry and pharmaceuticals. Its unique structural features and reactivity make it an essential building block for the synthesis of complex molecules and advanced materials. As research in this area continues to advance, the potential impact of 4-bromo-1,3-dihydroisobenzofuran on various fields is expected to grow significantly.

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